Please note that this can take a significant amount of time, depending on the size of your account and your other connected applications(Contacts, Calendar, etc). Consider trying this while connected to a wired or wireless network (instead of a cellular network) to increase speeds and avoid hitting data limitations. UO email accounts set up Exchange connectivity diagnostic in Mac Mail prior to the Modern Auth update will continue to work, provided the device is running macOS10.14 or newer. If issues are encountered, it is advised to first re-setup the account in Mac Mail.

Get email updates

Some users on macOS10.14 have experienced issues logging back into Mac Mail after Modern Auth is applied to their accounts. Specifically, after successfully responding to the Duo prompt, the pop-up window will remain blank except for a spinning icon and never finish adding the account to the application. This issue has been resolved by having users connect to the UO VPNwhen initially setting up their account with Mac Mail. After logging in successfully once while connected to the VPN, any removing or re-adding of Microsoft Outlook Email Repair Tool Online the account again to Mac Mail should not need the VPN. In many cases, simply removing the account from the application and re-adding the account using the standard Sign In method will resolve any issues being experienced when Modern Authentication is first turned on for an account.

Troubleshoot sign-in issues with Office modern authentication when you use AD FS

Modern authentication (ADAL) with AD FS requires the /adfs/services/trust/13/windowstransport endpoint to be enabled. But primarily I am guessing you are changing the server name. This does not enable any oauth list entry that may be available for that server. Then the entry will be in the list for you to select. I have no issues in Outlook 365 with being a global admin and having modern authentication with multi-factor authentication.

Gmail

• Once your account has Modern Authentication enabled, you can no longer pull your UO email into Gmail and/or reply from Gmail on behalf of your UO account.
• I have also followed the troubleshooter in outlook where a MS tech gives you suggestions ( very slowly ).
• The currently configured authentication methods can remain unchanged.
• I’ve tried various registry changes that I’ve found from Googling, tried changing the password, tried re-installing Office and also enabling & disabling MFA.
• In certain AD FS configurations, the administrator may not have forms-based authentication enabled on the AD FS server.
• Consider trying this while connected to a wired or wireless network (instead of a cellular network) to increase speeds and avoid hitting data limitations.
• Modern authentication (ADAL) with AD FS requires the /adfs/services/trust/13/windowstransport endpoint to be enabled.

I have a couple of PCs that access the system on the same account from Win 10. Both are affected in the same way in that Outlook is constantly asking for a username password ( not using the modern authentication dialogue box ). I’ve tried various registry changes that I’ve found from Googling, tried changing the password, tried re-installing Office and also enabling disabling MFA. Microsoft will soon phaseout Basic Authentication and replacingit with Modern Authentication.

iOSMail

I have confirmed that on two different PCs that are accessing the same mailbox with the same version of Outlook, which is the latest version from Microsoft included within my Office 365 package. If it continues to be problematic, you may need to either a.) Remove any related credentials from the users credential manager in Control Panel, it b.) Create a new outlook profile. We will never ask you to call or text a phone number or share personal information.





I’m going to try switch modern authentication off to see if that is resolve Outlook not sending emails fast the issue, although there doesn’t seem to be any way of doing this. It does look llike a one-time thing to switch it on. I’m quite fortunate that this is just my O365 instance, so customers not being impacted. Desktop SSO is the process that's used to obtain seamless sign-in to Microsoft 365 resources through AD FS from a domain-joined computer that's inside a company network. When desktop SSO fails, users may be unable to activate Microsoft 365 Apps for enterprise or users may be prompted for forms-based logon even though they are using domain joined-computers from inside the company network.

Outlook 365 Won't Prompt for Modern Authentication

(c) Hotmail syncs with my iPhone, and this stopped working; however, I simply had to re-enter my usual Hotmail password on the phone to get it working again. Similar to Mac Mail, UO email accounts set up in iOS Mail application prior to the Modern Auth update will continue to work provided the device is running iOS11 or newer. Outlook 2013 supports MA but requires a registry entry as already mentioned. App password is not needed so long as you’re using a modem version of Outlook. To resolve this issue, set up AD FS to use forms-based authentication as the secondary form of authentication. To do this, follow the appropriate steps for the version that you use.